A simple asymmetric synthesis of 2-substituted 2,3-dihydro-4-pyridones

DOI: 10.1016/S0040-4039(00)76704-9

Source and publish data:

Tetrahedron Letters p. 3927 - 3930 (1994)

Update date:2022-08-02

Topics:

Authors:

Streith, Jacques

Boiron, Arnaud

Sifferlen, Thierry

Strehler, Christiane

Tschamber, Theophile

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Article abstract of DOI:10.1016/S0040-4039(00)76704-9

A pronounced asymmetric induction (d.e. = 95%) was observed during methylation of pyridinium salt 7 with MeMgI which led ultimately to (2R) 2-methyl-2,3-dihydro-4-pyridone 9. This result is best explained by assuming chelate-control during the asymmetric alkylation step.

Full text of DOI:10.1016/S0040-4039(00)76704-9

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Product name:(2R,2'R,4S)-methyl 2-(tert-butyl)-3'-<(1',2',3',4'-tetrahydro-4-oxo-2'-phenylpyridin-1'-yl)carbonyl>-1,3-oxazolidine-4-carboxylate

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